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The Strathprints institutional repository is a digital archive of University of Strathclyde research outputs. Strathprints provides access to thousands of Open Access research papers by University of Strathclyde researchers, including those from the School of Psychological Sciences & Health - but also papers by researchers based within the Faculties of Science, Engineering, Humanities & Social Sciences, and from the Strathclyde Business School.

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Catalytic asymmetric synthesis of a 1-deoxy-1,1-difluoro-D-xylulose

Cox, Liam R and DeBoos, Gareth A and Fullbrook, Jeremy J and Percy, Jonathan and Spencer, Neil S and Tolley, Malcolm (2003) Catalytic asymmetric synthesis of a 1-deoxy-1,1-difluoro-D-xylulose. Organic Letters, 5 (3). pp. 337-339. ISSN 1523-7060

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Abstract

A new route, of potential strategic importance, to a difluorosugar analogue has been developed. Key steps included a Stille coupling and a highly regio- and enantioselective dihydroxylation of a highly substituted diene. Protecting groups were chosen to enhance the reactivity of the disubstituted allylic fragment in the AD reaction and allow deprotection under orthogonal conditions.